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A timid sissy, dressed in lacy lingerie and high heels, begins his feminization journey. His dominant Mistress guides him, ensuring he maintains a rock-hard erection within his tight chastity cage. She teases him mercilessly, running her manicured nails along his stocking-clad legs, making him yearn for release. He's ordered to maintain his sissy-slut persona, practicing his feminine walk and applying makeup, all while denied the pleasure of orgasming.